AN EFFICIENT METHOD FOR ONE-POT SYNTHESIS OF 3-ALKOXY-SUBSTITUTED CHROMENO[4,3-<i>b</i>]PYRROL-4(1<i>H</i>)-ONE DERIVATIVES

Authors

  • Xiaofeng Yang Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou
  • Lei Jing Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou
  • Zhiwei Chen Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou

DOI:

https://doi.org/10.1007/4378

Keywords:

arylglyoxal monohydrates, pyrrolocoumarins, alkoxylation, heterocycle synthesis, one-pot synthesis

Abstract

A one-pot two-step reaction of 4-aminocoumarin with arylglyoxal monohydrates and p-toluenesulfonates has been developed, which offers 3-alkoxy-substituted chromeno[4,3-b]pyrrol-4(1H)-ones in moderate to good yields. At first, arylglyoxal monohydrates and 4-aminocoumarin were converted into 3-hydroxychromeno[4,3-b]pyrrol-4(1H)-one intermediates in AcOH under reflux. Then the title compounds in an in situ reaction of the intermediates with p-toluenesulfonates catalyzed by DBU in refluxing toluene were obtained.

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Published

2018-12-12

Issue

Vol. 54 No. 11 (2018)

Section

Original Papers